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Preparation of Benzene and Homologues

Which of foll...

Question

Which of following is most reactive towards nucleophilic substituting reaction

A

C H_{2} = C H - C l

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B

C_{6} H_{5} - C l

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C

C H_{3} C H = C H C l

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D

C l C H_{2} - C H = C H_{2}

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Solution

The correct option is D $C l C H_{2} - C H = C H_{2}$
Allylic halides ( $C H 2 = C H - C H - C l$ ) are less stable than vinyl halides ( $C H_{2} = C H_{2} - C l$ ) which is less stable than benzyl halides, due to resonance stabilization.
The nucleophilic substitution in allylic halides is more than vinyl and benzyl halides because the halide group where the nucleophile is prone to attack is not directly attached to the double bonded carbon, there by the resonance interaction is less and can be easily substituted.

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\begin{matrix} C H_{3} - & C H & - C H_{2} - C l | C H_{3} \end{matrix}

\begin{matrix} C H_{3} - C H_{2} - & C H & - C l | C H_{3} \end{matrix}

which is more reactive towards

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reaction and why?

Q. The decreasing order of reactivity towards electrophilic addition of the following is:
I.

C H \equiv C H

C H_{2} = C H_{2}

H_{2} C = C H - C l

H C | C l = C H | C l

Q. Consider the following three halides:
(i)

C H_{3} - C H_{2} - C l

C H_{2} = C H - C l

C_{6} H_{5} - C l

Arrange C-Cl bond length of these compounds in decreasing order.

Q. Among the given reaction which is faster & why?

M e - C | C l H - M e a l c . K O H - ---- \to C H_{3} - C H = C H_{2}

C H_{3} - C H_{2} - C H_{2} - C l a l c . K O H - ---- \to C H_{3} - C H = C H_{2}

Which are free radical reactions

$I . C H_{3} - C H = C H_{2} + H B r P e r o x i d e - ---- \to C H_{3} - C H_{2} - C H_{2} B r I I . C H_{3} - C H = C H_{2} + H B r \to C H_{3} - C H B r - C H_{3} I I I . C H_{3} - C H = C H_{2} + C l_{2} \to C l C H_{2} - C H = C H_{2} I V . C H_{3} - C H_{3} + C l_{2} \to C l C H_{2} - C H_{3}$

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Preparation of Benzene and Homologues

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